Nestled on a picturesque 1.5-acre hillside on a cul-de-sac, this Southport residence offers a rare blend of historic craftsmanship and modern updates. Just a short walk to Southport Village and the train station, with easy access to all of Fairfield's amenities, this home checks all the boxes. Upon entering, enjoy 9ft+ ceilings, oversized windows and hardwood floors. Spanning three floors of finished living area and 3,100 sq. ft., the home features original craftsmanship moldings, custom built-in bookcases in the living room, a graceful curved staircase with rich wood accents, and two wood burning fireplaces. One fireplace is shared between the kitchen and dining room which is a very unique feature. The dining room has french doors which open to a bluestone patio off the front of the house which faces east-perfect for enjoying morning sun with your coffee. In 2023, the kitchen was fully redone with wide plank flooring, Quartz countertops, new GE appliances and a brand-new roof. The home seamlessly integrating modern convenience with timeless elegance. Surrounded by mature landscaping, rock outcroppings and classic stone walls, this rare find of a 1.5-acre property in Southport showcases classic architectural detail, timeless craftsmanship, and a setting that is truly one of a kind. A must see.
Sold for $1,375,000
$1,375,000
65 Hilltop Drive, Fairfield, CT 06890
4beds
3,100sqft
Single Family Residence
Built in 1884
1.5 Acres Lot
$1,473,800 Zestimate®
$444/sqft
$7,533 Estimated rent
Home value
$1,473,800
$1.31M - $1.65M
$7,533/mo
Zestimate® history
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Zillow last checked:
Listing updated:
Listed by:
Tara Hawley 203-331-5939,
Coldwell Banker Realty 203-254-7100,
Doris Rowe 203-767-0920,
Coldwell Banker Realty
Bought with:
Jackie Zoeller, RES.0799021
Coldwell Banker Realty
Source: Smart MLS,MLS#: 24072040
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Primary bedroom
- Features: High Ceilings, Full Bath, Walk-In Closet(s)
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Level: Third,Upper
Bathroom
- Features: Hardwood Floor
- Level: Main
Bathroom
- Level: Upper
Bathroom
- Level: Third,Other
Dining room
- Features: High Ceilings, Fireplace, Hardwood Floor
- Level: Main
Kitchen
- Features: High Ceilings, Quartz Counters, Dining Area, Fireplace, Kitchen Island, Hardwood Floor
- Level: Main
Living room
- Features: High Ceilings, Bookcases, Built-in Features, Fireplace, Hardwood Floor
- Level: Main
Office
- Level: Third,Other
Heating
- Forced Air, Oil
Cooling
- Attic Fan, Central Air, Zoned
Appliances
- Included: Cooktop, Oven, Refrigerator, Dishwasher, Washer, Dryer, Water Heater, Electric Water Heater
- Laundry: Lower Level, Mud Room
Features
- Entrance Foyer
- Basement: Full,Storage Space,Garage Access,Interior Entry,Partially Finished,Concrete
- Attic: Heated,Storage,Floored,Walk-up
- Number of fireplaces: 2
Interior area
- Total structure area: 3,100
- Total interior livable area: 3,100 sqft
- Finished area above ground: 3,100
Property
Parking
- Total spaces: 1
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 1
Features
- Patio & porch: Patio
- Exterior features: Rain Gutters, Lighting
- Waterfront features: Water Community
Lot
- Size: 1.5 Acres
- Features: Few Trees, Sloped, Cul-De-Sac
Details
- Parcel number: 133822
- Zoning: AA & Partial on A
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Shingle Siding, Wood Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1884
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available
Community & HOA
Community
- Features: Golf, Health Club, Library, Private School(s), Tennis Court(s)
- Security: Security System
- Subdivision: Southport
HOA
- Has HOA: No
Location
- Region: Southport
Financial & listing details
- Price per square foot: $444/sqft
- Tax assessed value: $660,380
- Annual tax amount: $18,425
- Date on market: 2/24/2025
- Exclusions: See separate list
Price history
| Date | Event | Price |
|---|---|---|
| 4/25/2025 | Sold | $1,375,000-8%$444/sqft |
Source:  Smart MLS #24072040 Report a problem | ||
| 4/8/2025 | Pending sale | $1,495,000$482/sqft |
Source: Smart MLS #24072040 Report a problem | ||
| 3/6/2025 | Listed for sale | $1,495,000+86.9%$482/sqft |
Source: Smart MLS #24072040 Report a problem | ||
| 3/24/2021 | Listing removed | -- |
Source: Owner Report a problem | ||
| 6/23/2014 | Listing removed | $799,900$258/sqft |
Source: Owner Report a problem | ||
| 6/23/2014 | Listed for sale | $799,900+0.6%$258/sqft |
Source: Owner Report a problem | ||
| 6/13/2014 | Sold | $795,000-0.6%$256/sqft |
Source: Smart MLS #99053298 Report a problem | ||
| 5/22/2014 | Pending sale | $799,900$258/sqft |
Source: Owner Report a problem | ||
| 1/7/2014 | Price change | $799,900-5.9%$258/sqft |
Source: Owner Report a problem | ||
| 4/15/2013 | Price change | $849,900+3.7%$274/sqft |
Source: Owner Report a problem | ||
| 4/6/2013 | Price change | $819,900-3.5%$264/sqft |
Source: Owner Report a problem | ||
| 1/7/2013 | Listed for sale | $849,900+4%$274/sqft |
Source: Owner Report a problem | ||
| 9/6/2012 | Listing removed | $817,000$264/sqft |
Source: William Raveis Real Estate #98530609 Report a problem | ||
| 3/8/2012 | Listed for sale | $817,000-14.9%$264/sqft |
Source: William Raveis Real Estate #98530609 Report a problem | ||
| 9/25/2010 | Listing removed | $959,900$310/sqft |
Source: NCI #98460807 Report a problem | ||
| 5/21/2010 | Listed for sale | $959,900+56.1%$310/sqft |
Source: NCI #98460807 Report a problem | ||
| 5/23/2001 | Sold | $615,000+28.8%$198/sqft |
Source: Public Record Report a problem | ||
| 8/11/1998 | Sold | $477,500+16.5%$154/sqft |
Source: Public Record Report a problem | ||
| 2/28/1997 | Sold | $410,000+28.1%$132/sqft |
Source: Public Record Report a problem | ||
| 9/7/1994 | Sold | $320,000$103/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $18,748 +1.8% | $660,380 |
| 2024 | $18,425 +4.8% | $660,380 +3.3% |
| 2023 | $17,584 +1% | $639,170 |
| 2022 | $17,411 +1% | $639,170 |
| 2021 | $17,245 -3.1% | $639,170 -3.7% |
| 2020 | $17,789 | $664,020 |
| 2019 | $17,789 +1.6% | $664,020 |
| 2018 | $17,504 +2.1% | $664,020 |
| 2017 | $17,145 +9.8% | $664,020 +5.4% |
| 2015 | $15,618 +1.6% | $630,000 |
| 2014 | $15,372 +2% | $630,000 |
| 2013 | $15,076 +6.5% | $630,000 |
| 2011 | $14,156 -12.4% | $630,000 -24.9% |
| 2010 | $16,165 +2% | $838,880 |
| 2009 | $15,855 +1.7% | $838,880 |
| 2008 | $15,586 +6.7% | $838,880 |
| 2007 | $14,605 +4.4% | $838,880 |
| 2006 | $13,984 +24.6% | $838,880 +85.4% |
| 2005 | $11,220 +6% | $452,410 |
| 2004 | $10,586 +8.8% | $452,410 |
| 2003 | $9,727 +34.1% | $452,410 +82.2% |
| 2001 | $7,252 +85.3% | $248,360 |
| 2000 | $3,914 -41% | $248,360 |
| 1999 | $6,631 | $248,360 |
Find assessor info on the county website
Neighborhood: Southport
Nearby homes
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Nearby schools
GreatSchools rating
- 8/10Mill Hill SchoolGrades: K-5Distance: 0.2 mi
- 8/10Roger Ludlowe Middle SchoolGrades: 6-8Distance: 0.9 mi
- 9/10Fairfield Ludlowe High SchoolGrades: 9-12Distance: 0.8 mi
Schools provided by the listing agent
- Elementary: Mill Hill
- Middle: Roger Ludlowe
- High: Fairfield Ludlowe
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Connecticut
- Fairfield County
- Fairfield
- 06890
- Southport
- 65 Hilltop Drive
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